Holiday rentals in Pleasantville

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Top-rated holiday rentals in Pleasantville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the house is visible, featuring light-colored siding and traditional shutters on the windows. A charming old wagon wheel is positioned in the foreground, alongside a leafy tree. The inviting front steps lead to the entrance of the home.
Home in Indianola
4.99 out of 5 average rating, 190 reviews

The Hen House

The wonderfully remodeled home based on 55 acres overlooking mature trees and a large pond. The house has 3 bedrooms and 1 1/2 baths. Laundry is available to use as well. Kitchen is fully stocked for your cooking enjoyment and a gas grill is offered as well to use. This house is perfect for families, small groups, or business trips. Situated just 20 minutes from Des Moines airport, and 25 minutes from downtown Des Moines, you will be able to experience the quiet and beautiful scenery to enjoy.

Top guest favourite
A tranquil scene along a serene pond features a wooden dock with views of mist rising from the water. A cozy mug and an open notebook rest on a wooden surface nearby, inviting relaxation and reflection in a picturesque natural setting.
Tiny home in Norwalk
4.98 out of 5 average rating, 124 reviews

Private *Fall Oasis* Waterfront Tiny House & Sauna

The true definition of rest & relaxation, this unique tiny house is situated on a three-acre pond suitable for catch and release fishing, kayaking, or stand up paddle boarding. Bring your gear and leave your worries behind. Built with special touches and details including stained glass windows and intricate woodwork, this tiny home boasts warmth throughout. Wake up to bird songs and coffee with the sunrise. After a day of fun, take a soak in the wood-burning sauna and relax by the campfire.

Top guest favourite
A cozy living area features a plush sofa alongside two armchairs positioned around a low table. Soft lighting from a nearby lamp creates a relaxed ambiance. Decorative elements, including a bookshelf and a neatly arranged rug, enhance the inviting atmosphere.
Cabin in Pella
4.96 out of 5 average rating, 169 reviews

The Prayer Cabin

The Prayer Cabin is located at Lake Red Rock outside of Pella, IA. The cabin Is an Earthen/Berm home located on a 1 acre lot in a quiet & clean neighborhood. The lot boasts a wooded valley with many birds and squirrels to watch. The Prayer Cabin was recently remodeled with a brand new kitchen and bathroom. Our first guests asked us if Chip and Joanna were the creators of the design. 💚 Navy Blue cabinets, Tons of white shiplap and open shelving. Peaceful. A place of respite and relaxation.

Top guest favourite
A warm living area features a brown leather sofa with decorative blue pillows, positioned next to a round coffee table on a soft area rug. A blue armchair complements the seating arrangement, and natural light enters through nearby windows. Archways lead into the adjoining rooms.
Home in Drake
4.99 out of 5 average rating, 208 reviews

Peaceful Setting & Modern Style

Escape the hustle and bustle of the city and retreat to your own private oasis with this charming 2 Bedroom Airbnb. The house provides present-day amenities while still honoring the original 1930s character. You’ll enjoy a new and sparkling clean kitchen, complete with all the appliances and utensils you need. The bathroom, laundry, dining room, reading nook and living room have all been beautifully updated as well, ensuring that you'll feel right at home from the moment you arrive.

Guest favourite
A bright living area features a red sofa and an oversized ottoman at its center. Two windows allow natural light to fill the space, while a mix of framed art and decorative elements adorn the walls. A floor lamp and a stylish chair add to the contemporary decor.
Flat in Indianola
4.89 out of 5 average rating, 56 reviews

Squareview Stays - Modern Apartment on The Square

Located in the heart of Indianola, this historic and professionally designed apartment offers an unparalleled experience for travelers seeking the perfect blend of convenience, comfort, and local flair. Enjoy everything the Square and Indianola have to offer. Coffee shops, restaurants and the cutest boutiques. Just blocks from Simpson College and a short drive to the balloon fields or fair grounds. The unit is on the second floor of the building. The only access is from the stairs.

Top guest favourite
An open living area showcases comfortable seating and a decorative ottoman on a dark rug. The kitchen is visible in the background, featuring wooden cabinetry and appliances. Walls are adorned with framed art, contributing to a well-appointed and welcoming space.
Guest suite in Pleasant Hill
5 out of 5 average rating, 189 reviews

Windy Pines Suite

Windy Pines offers a spacious bedroom with a comfortable king sized bed and large bathroom. The kitchen and living room are great. This clean, comfortable, & uncluttered space is a home away from home! You will be surrounded by beautiful greenery, in a safe neighborhood with accessible parking. Close to interstate 80 & 35, the Iowa State Fair Grounds, and Downtown Des Moines. WP is attached to our home but with its own separate outside entrance. Please send me any questions.

Superhost
Two modern A-frame cabins are showcased amid lush greenery, featuring angular rooftops and large glass windows. A well-maintained gravel path leads to the cabins, while the surrounding lawn is spacious and shaded by mature trees, contributing to a serene outdoor setting.
Cabin in Hartford
5 out of 5 average rating, 4 reviews

New A-Frame Cabin by Des Moines (Hackberry theme)!

Escape to one of our three brand-new, fully furnished A-frame cabins at River Oaks RV Park—where modern comfort meets rustic charm. Each A-frame is uniquely designed, stylishly appointed, and perfect for making unforgettable memories. Whether you’re relaxing by the river, roasting s’mores under the stars, or just soaking in the cool, creative vibe of your private space, this family-friendly getaway is anything but ordinary.

Top guest favourite
A bright living room features a vivid blue couch and two green accent chairs surrounding a wooden coffee table. Shelves display various decorative items, and a flat-screen television is mounted on the wall. Natural light enters through a window adorned with textured curtains.
Bungalow in Des Moines
4.97 out of 5 average rating, 501 reviews

Etta’s Place - private 1b/1b - MidCentury Modern

We love our neighborhood and are excited to share it with you! We have partnered with local restaurants, bars, coffee shops, boutiques, & tea shops to offer exclusive discounts to guests of “Etta’s Place.” It’s our hope that this Airbnb allows you to enjoy the wonderful Ingersoll District. Des Moines is a great place to visit, lots of outdoor activities, amazing food, and unique experiences around every corner!

Top guest favourite
The A-Frame bungalow is framed by trees, featuring a light grey exterior and multiple large windows. A welcoming front door is adorned with a seasonal wreath. A wooden deck leads to a pathway, with potted plants on either side. A hammock is visible nearby.
Bungalow in Des Moines
4.97 out of 5 average rating, 103 reviews

“The Treehouse” A-Frame Bungalow on 1.25 acres

Welcome to The Treehouse! This truly one-of-a-kind A-Frame bungalow is located Just minutes from downtown Des Moines. You’ll have access to 1.25 acres of scenic, heavily wooded yard with no neighbors to the rear. This is the perfect place for someone who wants to be close to the action; but able to peacefully relax around the fire at night.

Top guest favourite
A log cabin with a green metal roof features a covered porch with two wooden rocking chairs. A pathway leads to the door, and a fire pit is situated in the yard. Surrounding trees create a natural barrier, enhancing the secluded setting.
Cabin in Newton
4.98 out of 5 average rating, 290 reviews

Little Cabin in the Woods - Great for Staycation!

Our little cabin in the woods is a great place for couples to relax, reflect and connect. Nestled on 115 acres of land, there are many trails to explore throughout the woods. Enjoy watching wildlife, laughing around a fire, sitting on the front porch watching the sunset, reading, playing games, and stargazing.

Guest favourite
A charming house is set back from the road, framed by lush greenery and well-maintained lawn. American flags are displayed on either side of the entrance, while a mix of roofing styles adds character to the home.
Home in Knoxville
4.92 out of 5 average rating, 12 reviews

Knoxville Nest, cozy house near racetrack

Relax at Knoxville Nest — a cozy 3BR 1 bath, pet-friendly home just steps from Knoxville Raceway. Features a full kitchen, walk-in shower, Smart TVs, patio with fire pit, and comfy beds for the whole crew. Close to Red Rock Lake, Pella, and only 35 miles from Des Moines. Ask us about suite tickets!

Guest favourite
A historic stone cottage is surrounded by lush greenery and colorful plants, including vibrant orange pumpkins. The structure features a welcoming black door and flower boxes under the windows. A second building is visible nearby, along with a paved area for parking.
Home in Pella
4.98 out of 5 average rating, 117 reviews

Charming retreat w/firepit near central college

Step into history in this restored 2-bedroom cottage just minutes away from Central College and downtown Pella. We include everything you need for a comfortable and memorable stay. Board games, coffee bar, and local guidebooks included Book now and make our charming cottage your Pella home-base!

Popular amenities for Pleasantville holiday rentals

  1. Airbnb
  2. United States
  3. Iowa
  4. Marion County
  5. Pleasantville